Dichloromethane → 5-Nitroisophthaloyl chloride

HRID 2303588Notes

Reaction equation

HRID 2303588 reaction equation
[N+:1]([C:4]1[CH:5]=C(C(O)=O)[CH:7]=[C:8]([CH:12]=1)[C:9]([OH:11])=O)([O-:3])=[O:2].[C:16](Cl)(=O)[C:17]([Cl:19])=[O:18].C(Cl)[Cl:23]>CN(C)C=O>[N+:1]([C:4]1[CH:5]=[C:16]([C:17]([Cl:19])=[O:18])[CH:7]=[C:8]([CH:12]=1)[C:9]([Cl:23])=[O:11])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 120695-Nitroisophthalic acidHCID 65578Oxalyl chloride

Product 1

HCID 834515-Nitroisophthaloyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

To a stirred solution of 5-nitroisopthalic acid (10 grams) in methylene chloride (943 mL) was added oxalyl chloride (12.3 mL) and N,N-dimethylforamide (1 drop). The reaction mixture was stirred at room temperature overnight. Removal of the solvent in vacuo afforded 10.63 grams of the title compound. 1H NMR δ 9.17 (s, 2), 9.07 (s, 1).

Workup

  1. customRemoval of the solvent in vacuo

Sources & evidence

ORD record
ord-527ebf16291f41e0af18ed2a8863b022
Source dataset
uspto-grants-2002_08
Patent number
US06433009B1

Reaction notes

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